EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
9th Edition
ISBN: 9780136781776
Author: Wade
Publisher: PEARSON CO
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Textbook Question
Chapter 18, Problem 18.54SP
Predict the products formed when cyclohexanecarbaldehyde reacts with the following reagents.
- a. PhMgBr, then H3O+
- b. Tollens reagent
- c. semicarbazide and weak acid
- d. excess ethanol and acid
- e. propane-1,3-
diol , H+ - f. zinc amalgam and dilute hydrochloric acid
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The synthesis of cyclohexanone oxime from cyclohexanone is a net?
a. elimination
b. substitution
C. addition
d. rearrangement
The synthesis of cyclohexanone oxime from cyclohexanone is a net of carbon?
a. reduction
b. oxidation
C.
not a redox of carbon
Balancing the equation of all the starting reagents going to final products in the synthesis of cyclohexanone oxime from cyclohexanone (see the first question), what is the coefficient
of water if the coefficient of cyclohexanone is one?
Give your answer in decimal form with no units.
Answer:
Select all the effects that you should see in an infrared going from cyclohexanone to cyclohexanone oxime.
Selecting wrong answers may give you a negative score.
a.
a peak should disappear from above 3000 cm
-1
b. a new peak should appear above 3000 cm
-1
c. the frequency of the infrared absorption should go down in the double bond region
d. the frequency of the infrared absorption should go up in the double bond region
Which of the following reactions will result in the formation of an acyl halide?
Select one:
a. The reaction of a carboxylic acid with phosphorus trichloride.
b. The treatment of an alcohol with ethyl bromide.
c. The reaction of an ester with hydrochloric acid.
d. The addition of an alkene to dilute hydrochloric acid.
Predict the products of the reaction of phenylaceetaldehyde , C6H5CH2CHO, with a. NaBH4 the H3O+ b. Aqueous acidic CrO3 c. NH2OH d.CH3MgBr then H3O+ e, CH3OH,H+ catalyst
Chapter 18 Solutions
EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
Ch. 18.3 - Give the IUPAC name and (if possible) a common...Ch. 18.5D - NMR spectra for two compounds are given here,...Ch. 18.5D - Why were no products from the McLafferty...Ch. 18.5D - Use equations to show the fragmentation leading to...Ch. 18.5E - Prob. 18.5PCh. 18.7D - Show how you would synthesize each compound from...Ch. 18.8 - Prob. 18.7PCh. 18.9 - Predict the products of the following reactions....Ch. 18.9 - Show how the following transformations may be...Ch. 18.10 - Prob. 18.10P
Ch. 18.11 - Show how you would accomplish the following...Ch. 18.11 - Prob. 18.12PCh. 18.12 - Propose mechanisms for a. the acid-catalyzed...Ch. 18.12 - Rank the following compounds in order of...Ch. 18.13 - Prob. 18.15PCh. 18.13 - Show how you would accomplish the following...Ch. 18.14 - Prob. 18.17PCh. 18.14 - Prob. 18.18PCh. 18.14 - Prob. 18.19PCh. 18.14 - Prob. 18.20PCh. 18.15 - 2,4-Dinitrophenylhydrazine is frequently used for...Ch. 18.15 - Prob. 18.22PCh. 18.15 - Prob. 18.23PCh. 18.16 - Prob. 18.24PCh. 18.16 - Prob. 18.25PCh. 18.16 - Show what alcohols and carbonyl compounds give the...Ch. 18.16 - In the mechanism for acetal hydrolysis shown, the...Ch. 18.16 - Prob. 18.28PCh. 18.17 - Show how you would accomplish the following...Ch. 18.18 - Prob. 18.30PCh. 18.18 - Prob. 18.31PCh. 18.18 - Prob. 18.32PCh. 18.18 - Show how Wittig reactions might be used to...Ch. 18.19 - Predict the major products of the following...Ch. 18.20C - Prob. 18.35PCh. 18.20C - Predict the major products of the following...Ch. 18 - Draw structures of the following derivatives. a....Ch. 18 - Prob. 18.38SPCh. 18 - Predict the major products of the following...Ch. 18 - Rank the following carbonyl compounds in order of...Ch. 18 - Acetals can serve as protecting groups for...Ch. 18 - Sketch the expected proton NMR spectrum of...Ch. 18 - A compound of formula C6H10O2 shows only two...Ch. 18 - The proton NMR spectrum of a compound of formula...Ch. 18 - The following compounds undergo McLafferty...Ch. 18 - An unknown compound gives a molecular ion of m/z...Ch. 18 - Show how you would accomplish the following...Ch. 18 - Prob. 18.48SPCh. 18 - Prob. 18.49SPCh. 18 - Propose mechanisms for the following reactions.Ch. 18 - Show how you would accomplish the following...Ch. 18 - Show how you would synthesize the following...Ch. 18 - Predict the products formed when cyclohexanone...Ch. 18 - Predict the products formed when...Ch. 18 - Show how you would synthesize octan-2-one from...Ch. 18 - Prob. 18.56SPCh. 18 - Both NaBH4 and NaBD4 are commercially available,...Ch. 18 - When LiAIH4 reduces 3-methylcyclopentanone, the...Ch. 18 - Prob. 18.59SPCh. 18 - Show how you would accomplish the following...Ch. 18 - There are three dioxane isomers 1,2-dioxane,...Ch. 18 - Two structures for the sugar glucose are shown on...Ch. 18 - Prob. 18.63SPCh. 18 - Prob. 18.64SPCh. 18 - Prob. 18.65SPCh. 18 - Prob. 18.66SPCh. 18 - Within each set of structures, indicate which will...Ch. 18 - Prob. 18.68SPCh. 18 - Prob. 18.69SPCh. 18 - Prob. 18.70SPCh. 18 - The UV spectrum of an unknown compound shows...Ch. 18 - a. Simple aminoacetals hydrolyze quickly and...Ch. 18 - The mass spectrum of unknown compound A shows a...Ch. 18 - Prob. 18.74SPCh. 18 - Prob. 18.75SPCh. 18 - Prob. 18.76SPCh. 18 - Prob. 18.77SP
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